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Compare 1,203 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is ₩116,242
₩129,029 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is ₩170,400
₩189,144 total
includes taxes & fees
Dec 4 - Dec 5
Hyatt Place Kent Narrows & Marina
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
9.6 out of 10, Exceptional, (119)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₩293,540
₩322,894 total
includes taxes & fees
Dec 4 - Dec 5
The Tilghman Island Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1010)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is ₩163,208
₩181,161 total
includes taxes & fees
Dec 9 - Dec 10
Hilton Garden Inn Kent Island Marina
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1003)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₩153,081
₩199,274 total
includes taxes & fees
Dec 8 - Dec 9
Rod 'N' Reel Resort
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1010)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is ₩123,354
₩136,923 total
includes taxes & fees
Dec 9 - Dec 10
Best Western Kent Narrows Inn
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is ₩158,368
₩226,154 total
includes taxes & fees
Dec 7 - Dec 8
Kent Island Resort
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great environment"
United States
Salvador E
The price is ₩223,310
₩254,574 total
includes taxes & fees
Dec 14 - Dec 15
The Westin Annapolis
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (857)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩124,755
₩138,478 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is ₩269,831
₩336,850 total
includes taxes & fees
Dec 7 - Dec 8
The Inn at Chesapeake Bay Beach Club
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1015)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is ₩157,337
₩179,364 total
includes taxes & fees
Dec 7 - Dec 8
Crowne Plaza Annapolis by IHG
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Wonderful stay. "
United States
Angela
The price is ₩142,220
₩162,130 total
includes taxes & fees
Dec 7 - Dec 8
Courtyard by Marriott Annapolis
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Overnight stay - all went as expected"
United States
William
The price is ₩197,301
₩224,932 total
includes taxes & fees
Dec 29 - Dec 30
Anchored Inn at Hidden Harbour Marina
Hypo-allergenic bedding, down comforters, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"I had a lovely stay."
United States
Kalynn
The price is ₩94,931
₩108,221 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1015)
"Clean room, friendly staff"
United States
Jodi
The price is ₩122,113
₩139,209 total
includes taxes & fees
Dec 28 - Dec 29
Country Inn & Suites by Radisson, Annapolis, MD
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1040)
"room was clean and quiet; parking was easy and safe. Very good welcome cookies too."
United States
Francisco
The price is ₩83,362
₩95,033 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ₩214,724
₩244,785 total
includes taxes & fees
Dec 18 - Dec 19
Annapolis Waterfront Hotel, Autograph Collection
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1004)
"Clean room and friendly staff! "
United States
Silvia
The price is ₩110,371
₩125,823 total
includes taxes & fees
Dec 19 - Dec 20
Holiday Inn Express & Suites Annapolis by IHG
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (959)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ₩121,819
₩138,873 total
includes taxes & fees
Dec 21 - Dec 22
Sonesta ES Suites Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ₩132,680
₩151,254 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Excellent hotel Really nice staff Love the valet guys "
ben 1-night trip
Posted 2 days ago
Historic Inns of Annapolis

More cheap stays in Highland Beach

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD
The price is ₩112,996 per night from Dec 29 to Dec 30
₩112,996
₩128,816 total
Dec 29 - Dec 30
includes taxes & fees
9/10 Wonderful! (1,012 reviews)

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.7 mi (9.2 km) from the heart of Highland Beach, Crowne Plaza Annapolis by IHG is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.
Where can I learn more about changing or cancelling my trip to Highland Beach?
For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1205 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Bay Ridge Beach and Maryland Quiet Waters Park in the area. Check out what more to see and do in Expedia's Highland Beach guide.
What's the seasonal weather like in Highland Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

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